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Versatile Metal-Free Arylation of BODIPY and Bis(BF2) Chromophores by Using Arylazosulfones in a Sunflow System.
de Melo, Shaiani Maria Gil; Dos Santos, Thiago; Silva, Daniel Gedder; Martins, Yugo Araújo; Eckhardt, Paul; Lopez, Renata Fonseca Vianna; Opatz, Till; Protti, Stefano; da Silva Emery, Flavio.
Afiliación
  • de Melo SMG; Department of Pharmaceutical Sciences, School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo (FCFRP-USP), Av. do Café, s/n° - Campus Universitário da USP, 14040-903, Ribeirão Preto/SP, Brazil.
  • Dos Santos T; Department of Pharmaceutical Sciences, School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo (FCFRP-USP), Av. do Café, s/n° - Campus Universitário da USP, 14040-903, Ribeirão Preto/SP, Brazil.
  • Silva DG; Center of Research and Advancements in Fragments and Molecular Targets-CRAFT, FCFRP-USP, Av. do Café, s/n° - Campus Universitário da USP, 14040-903, Ribeirão Preto/SP, Brazil.
  • Martins YA; Department of Pharmaceutical Sciences, School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo (FCFRP-USP), Av. do Café, s/n° - Campus Universitário da USP, 14040-903, Ribeirão Preto/SP, Brazil.
  • Eckhardt P; Center of Research and Advancements in Fragments and Molecular Targets-CRAFT, FCFRP-USP, Av. do Café, s/n° - Campus Universitário da USP, 14040-903, Ribeirão Preto/SP, Brazil.
  • Lopez RFV; Department of Pharmaceutical Sciences, School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo (FCFRP-USP), Av. do Café, s/n° - Campus Universitário da USP, 14040-903, Ribeirão Preto/SP, Brazil.
  • Opatz T; Department of Chemistry, Johannes Gutenberg University, Mainz, Duesbergweg 10-14, Mainz, 55128, Germany.
  • Protti S; Department of Pharmaceutical Sciences, School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo (FCFRP-USP), Av. do Café, s/n° - Campus Universitário da USP, 14040-903, Ribeirão Preto/SP, Brazil.
  • da Silva Emery F; Department of Chemistry, Johannes Gutenberg University, Mainz, Duesbergweg 10-14, Mainz, 55128, Germany.
Chemistry ; : e202402634, 2024 Jul 30.
Article en En | MEDLINE | ID: mdl-39078075
ABSTRACT
BODIPYs have a well-established role in biological sciences as chemosensors and versatile biological markers due to their chemical reactivity, which allows for fine-tuning of their photophysical characteristics. In this work, we combined the unique reactivity of arylazo sulfones with the advantages of a "sunflow" reactor to develop a fast, efficient, and versatile method for the photochemical arylation of BODIPYs and other chromophores. This approach resulted in red-shifted emitting fluorophores due to extended electronic delocalization at the 3- and 5-positions of the BODIPY core. This method represents an advantageous approach for BODIPY functionalization compared to existing strategies.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2024 Tipo del documento: Article País de afiliación: Brasil
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2024 Tipo del documento: Article País de afiliación: Brasil